oxazepam

Also known as Serax®, WY-3498, (RS)-Oxazepam, (+-)-Oxazepam, Tazepam, Serax

Oxazepam is a short-to-intermediate-acting benzodiazepine. Oxazepam is used for the treatment of anxiety, insomnia, and to control symptoms of alcohol withdrawal syndrome.

Key facts

Drug.ChEMBL: 568
Drug.ATC_prefix: N05
Drug.ATC_suffix: BA04
Drug.CAS_number: 604-75-1
Drug.verifiedrevid: 460765704
Drug.class: Benzodiazepine
Drug.IUPAC_name: (RS)-7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
Drug.image: Oxazepam.svg
Drug.image_class: skin-invert-image
Drug.width: 190
Drug.image2: Oxazepam3d.png
Drug.image_class2: bg-transparent
Drug.width2: 150
Drug.tradename: Serax, Alepam, Serepax, others
Drug.legal_AU: S4
Drug.legal_BR: B1
Drug.legal_CA: Schedule IV
Drug.legal_DE: Rx-only/Anlage III

via Wikipedia infobox

Chemical data

Formula: C15H11ClN2O2
Molecular weight: 286.71 g/mol
IUPAC name: 7-chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
SMILES: C1=CC=C(C=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)O
InChIKey: ADIMAYPTOBDMTL-UHFFFAOYSA-N
XLogP: 2.2
Polar surface area: 61.7 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Research

2,109 papers

Oxazepam.IARC monographs on the evaluation of carcinogenic risks to humans · 1996
Passionflower in the treatment of generalized anxiety: a pilot double-blind randomized controlled trial with oxazepam.Journal of clinical pharmacy and therapeutics · 2001
Oxazepam: update 1989.International clinical psychopharmacology · 1990
Metabolic profile of oxazepam and related benzodiazepines: clinical and forensic aspects.Drug metabolism reviews · 2017
The clinical pharmacology of oxazepam.Acta psychiatrica Scandinavica. Supplementum · 1978

via PubMed

Wikidata facts

Mass: 286.051

Show 5 more facts

Commons category: Oxazepam
MCN code: 2933.91.64
chemical formula: C₁₅H₁₁ClN₂O₂
canonical SMILES: C1=CC=C(C=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)O
defined daily dose: 50

Sources (9)

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~11 min read

Article

20 sections

Contents

Medical uses
Side effects
Tolerance, dependence and withdrawal
Contraindications
Special precautions
Pregnancy
Interactions
Overdose
Pharmacology
Chemistry
Frequency of use
Society and culture
Misuse
Legal status
Brand names
In popular culture
Environmental concerns
See also
References
External links

Oxazepam is a short-to-intermediate-acting benzodiazepine. Oxazepam is used for the treatment of anxiety, insomnia, and to control symptoms of alcohol withdrawal syndrome.

It is a metabolite of diazepam, prazepam, and temazepam, and has moderate amnesic, anxiolytic, anticonvulsant, hypnotic, sedative, and skeletal muscle relaxant properties compared to other benzodiazepines.